Villa Sienese Del Tramonto is a remarkable 17th-century estate that masterfully blends noble heritage with luxurious modern living, set amidst the rolling vineyards and olive groves of Tuscany’s Chianti region. Meticulously renovated over five years, this 450-year-old villa once played a significant role in the history of Radda in Chianti - a village renowned for its world-class wines, scenic cycling routes, and vibrant local festivals.
Originally a noble residence and strategic watchtower, the villa still features its ancient architectural centrepiece, offering panoramic sunset views across the Chianti hills. Each of the villa’s beautifully appointed suites is individually styled in blue, pink, green, yellow, or taupe, creating a unique and inviting ambience in every room.
The interiors are a seamless blend of historic charm and state-of-the-art amenities, including terracotta floors, vaulted ceilings, and antique furnishings complemented by a fully integrated Loxone smart home system, sleek indoor switches, and underfloor radiant heating and cooling for year-round comfort.
Outdoors, guests can unwind beside the swimming pool, dine al fresco under the covered veranda, or stroll through manicured gardens. The expansive lawn is ideal for private events or peaceful lounging, with ambient outdoor lighting enhancing the villa’s serene setting.
Just 400m away, the historic village of Radda in Chianti is within easy walking distance, offering cafés, restaurants, and cultural attractions. For added convenience, the property also features a separate service entrance and parking area for staff or additional guests.
Perfectly positioned between Siena, Florence, and San Gimignano, Villa Sienese Del Tramonto offers an unforgettable Tuscan escape.
Features:
The Villa (400sqm)
Ground Floor - Entrance hallway - WC- Well-equipped primary kitchen featuring an Italian Travertine island and kitchen counter tops, with backdoor to garden patio- Living room with fireplace- Dining room with marble top-table and fireplace- Bedroom with double bed (160 x 190cm) and ensuite bathroom (reached by a few steps above ground floor) First Floor (split into two levels - connected by stairs)- 3 x bedroom with queen size bed (160 x 200cm) and ensuite bathroom- Bedroom with double bed (140 x 200cm), ensuite bathroom and Romeo and Juliet balcony overlooking the garden- Small living room Lower Ground Floor- Cantina - versatile multi-purpose room. Can be converted into partial gym area (weights, bench and yoga matts). Can only be accessed externally- Second kitchen with Italian Carrara marble island table seating up to 10, with access to outdoor patio, terraces, and gazebos for al fresco dining - Rustic living room - WC Outside Grounds (9600sqm)
- Swimming pool (11 x 5m; depth: 1.65m)
- Gazebo
- Watchtower - Vegetable garden - Terrace and dining area - Pool WC
- Traditional Tuscan Barbecue stove- Parking located at the main front entrance and rear service entrance (approximately for 8 cars/buses/vans)Additional Facilities
- Wifi
- Radiant underfloor cooling and heating system
- Smart home system- Convection microwave and oven- Linn music system
- Iron and ironing board
- Mosquito screens - Carbon monoxide and smoke detectors - High-end security system
Location:
Nestled above the rolling vineyards of Chianti Classico, Radda in Chianti is a medieval hilltop village between Florence and Siena, offering a picturesque blend of history, wine culture, and tranquil Tuscan charm.
Surrounded by a sea of grapevines, the town is home to centuries‑old stone buildings, narrow cobbled streets, and scenic squares like Piazza Matteotti and Piazza del Podestà, where visitors can admire the historic Chiesa di San Niccolò.
Radda lies at the heart of Tuscan wine country, with numerous nearby wineries offering tastings, cellar tours, and gourmet lunch experiences amidst olive groves and vineyards. Wine festivals like Radda nel Bicchiere bring the village to life in autumn with hundreds of regional vintages served in local piazzas.
Outdoor lovers can enjoy scenic hiking and cycling routes through the Chianti hills, including paths that lead to the charming medieval hamlet of Volpaia, perched above the vineyards. Vespa and e‑bike tours are also popular ways to explore the area’s vistas and artisan wineries.
Despite its small size, Radda offers fine dining and local trattorias, along with cosy wine bars and specialty food shops - perfect for sampling local prosciutto, olive oil, cheeses, and classic Chianti wines. With its timeless atmosphere, world-class wine tours, and unspoiled landscapes, Radda in Chianti offers an authentic and unforgettable Tuscan experience.
Terms & Conditions:
?
€7000 charged to client’s credit card as a pre-authorisation at least 2 weeks prior to arrival and refunded two weeks after departure, subject to full inspection.
From 3.00 p.m. Later check-in may be available upon request and may be subject to an extra cost. Please enquire for more details.
10.00 a.m. Late check-out may be available upon request and subject to additional fees.
Yes.
Yes.
Not allowed.
Weddings, stag/hen parties and any special events are on request only and subject to prior arrangement with the owner and additional charges.
Please note that published rates are only valid for the current year. Any bookings for subsequent years will be on request only and correct rates will be confirmed at the time of booking.
Please note that your booking will only be confirmed once we have checked availability with the owner or their property manager.
Please note home security devices are installed at the villa, please enquire for further information.
Sunday.
No. €800, payable locally. This is for a standard changeover clean. Guests are required to leave the accommodation clean, tidy and in the same condition as on their arrival. Any extra cleaning, laundry, maintenance and/or rubbish disposal required will be charged against the security deposit.
Outside only.
7 nights.
Yes.
Extra €650/week, payable locally. Please note that like all heated pools, pool heating and water temperature are reliant on weather and outside temperatures.
Italian Visitors Tax payable locally in cash (typically costs €1-€10 per person per night - please enquire if exact amount is required).
Wi-Fi internet access included.
Yes.
The pool is open approximately April to mid-November. Please note that pool opening dates are subject to local weather conditions and pool maintenance requirements and that cooler months may not be suitable for swimming.
Licence number: CIR: 052023LTN0124 - CIN: IT052023C2ZAOYP98I